Shaftsbury Vermont Real Estate

Discover quintessential Vermont along this idyllic country road embodying peace and serenity. The property features mature trees and a peaceful, quiet location. Close to Lake Shaftsbury State Park and Lake Paran as well as many hiking trails and ski areas. This would make a perfect weekend getaway, vacation rental, or full-time home. While the house is a fixer upper, it has some nice features like new vinyl siding, a recent metal roof, and newer furnace. Enjoy the convenience of a drive through garage and circular driveway which can easily fit five or six cars when hosting picnics in the large backyard. With high speed internet, working from home is a breeze. The flexible bonus room would make an ideal home office, playroom, guest room, or a future bedroom by adding insulation and a heat source. Wonderful neighborhood full of friendly folk. The tree lined road is perfect for walking, running, biking, and dog walking. Conveniently located halfway between Manchester and Bennington for food, friends, and shopping. It may be small, but it’s full of potential!

This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large living room. 3 bedrooms, including an addition with a large primary with 2 closets inlcuding one whick is a large walk-in closet. A large full bath with washer/dryer hookups completes the living area. The house has a partial concrete basement under the older portion, with a crawlspace under the addition. This main house needs some TLC including interior paint and could use new carpet and vinyl flooring. The smaller second house is located a few hundred feet from the main house and has its own separate driveway and a separte septic system (the 2 houses do share a common drilled well) This house features a 2 room design with the kitchen / living room space, large bedroom, full bath, and a utility/laundry room. At 798 sqft, there is plenty of room. The possibilities are endless.. occupy the main house and have a family member or tenant live in the smaller house or possible Airbnb. Or rent both homes. Or use the 2nd home as your office.

Welcome to your peaceful country retreat just over the Bennington town line in Shaftsbury! This 3BR/2BA ranch offers effortless one-level living on a generous 3.5-acre lot surrounded by nature and abundant wildlife. The heart of the home features a modern eat-in kitchen with granite countertops, custom Kraftmaid cabinets installed in 2022 and durable vinyl plank flooring throughout, creating a stylish yet practical interior. An oversized 2.5-car garage with second-floor storage provides ample space for vehicles, projects and gear and offers room for expansion. Energy costs are significantly reduced thanks to an owned solar array shared with four additional owners, adding exceptional value and sustainability to the property. Enjoy the tranquility of rural Vermont while remaining just minutes from shops, restaurants, and the hospital — the perfect blend of convenience and countryside living. Don’t miss your opportunity to own this move-in ready ranch in a coveted location!

Dreaming of a peaceful Vermont lifestyle? This three bedroom, 2 bath home sits on 11.5 acres of beautiful land with rolling open mountain views, a stream, mature apple trees, and an inground pool all the ingredients for your perfect retreat. Step inside to this home that has had a complete refresh. The home offers a first floor bedroom and full bath with a step in shower, making it great flexible living. And who doesn't want to spend a cozy winter in front on the pellet stove, enjoying that warm, inviting heat? A semi finished basement offers bonus living or storage space, and the oversized, heated two car garage gives you plenty of room for vehicles, tools, recreational gear, or a workshop whatever your lifestyle needs. This home works beautifully as a year round residence, or a vacation getaway, or even an investment property. It blends open living spaces, natural beauty, and the Green Mountain lifestyle you've always dreamed of in a fantastic location with just fifteen minutes to downtown Bennington, about forty minutes to the Massachusetts border, forty five minutes from Albany, and less than four hours to NYC. Call today to schedule a visit and see the charm of 1061 Granger Hollow Road for yourself!

Quintessential Vermont farmhouse located down a bucolic country road, perfect for strolls, set on 3.45 level acres with a pond, fenced garden, and sweeping views of a neighboring sheep farm—this is the Vermont dream. Step in from the attached two-car garage into a tiled mudroom with half bath, perfect for muddy boots and farm-to-table living. The great room is breathtaking, with vaulted ceilings, a brick hearth with wood stove, and an open kitchen, dining, and living area that flows effortlessly to the outdoors. Just off the main space, a cozy den and bonus room (currently an exercise room) with a full bath could become a first-floor primary suite, while a massive pantry and first-floor laundry add everyday convenience. Upstairs, three bedrooms feature wide plank floors, built-ins, and a 3/4 bath with a clawfoot tub. Outside, sip your morning coffee or evening wine from the porches or stone patio with brick pizza oven, harvest from your garden and blueberry bushes, and soak in Vermont life at its absolute finest—filled with natural light, historical integrity, meticulously maintained, and ready for memories. Just three hours to NYC and Boston, one hour to Albany Airport, and a short drive in either direction to shopping, dining, skiing and entertainment in Bennington or Manchester. It just doesn't get much more Vermont than this! Come see and fall in love!

This charming, beautifully updated Cape sits on a sprawling 2-acre lot in a highly sought-after section of Shaftsbury, offering breathtaking panoramic mountain views. Boasting character and gleaming hardwood floors throughout. The first floor features a large living room with built-in bookshelves and cozy wood stove, a primary bedroom, full bath, and spacious country kitchen with granite countertops, island with storage and seating, recessed lighting, and adjacent eat-in dining area. There's a practical mudroom off the main entrance, which leads to a bright 14' x 22' multi-purpose sunroom with cathedral ceilings, perfect for an office, crafting, home gym, or entertaining guests. Upstairs, you’ll find two generously sized bedrooms with beautiful cherry and oak wood floors and an updated full bath. The full basement with concrete floors and insulated walls provides excellent storage space and utilities. Step outside and take in sweeping mountain views that frame the property in natural beauty. The expansive yard is complemented by thoughtfully established gardens, showcasing a curated collection of mature, high-end perennial flowers that bloom season after season—creating a serene and picturesque setting to fully enjoy the surrounding landscape. A large two-car garage completes the property. Recent upgrades include a new roof (2021), siding (2023), heating system (2020), new drilled well (2020), heat pump water heater (2025), heat pump mini split (2025), new electrical in the basement (2025), and added insulation through Efficiency Vermont (2025). Kitchen, flooring, bathrooms, windows, electrical, and plumbing were updated in 2009. Conveniently located just 20 minutes to Manchester and 10 minutes to Bennington, with easy access to major highways. Close to premier ski resorts including Bromley (30 minutes), Stratton (45 minutes), and Mount Snow (55 minutes). Truly move-in ready and offering the perfect blend of comfort, updates, and Vermont charm.

Welcome to Rod and Gun Club Rd. Offering 1748 sq ft, with a full useable basement, sitting on 4.43 acres of land, with a 3-bay garage with carport as well as, an attached 2-car garage, a barn with stalls if you want to have some animals. This newly renovated ranch style home with thoughtful design offers 3B,2Bath, with a spacious and flexible layout with a fireplace with a gas insert in the living room. Newer kitchen with granite counter tops and large island all with new stainless-steel appliances. First- floor Primary bedroom offers its own walk out deck for your morning coffee with amazing views. In the basement you will see a new Buderus Boiler and 200-amp electrical service and a large great room with a wood burning fireplace. This home has a new roof as well as a new front porch. This house has been totally renovated top to bottom. Enjoy a large inground pool for your private entertaining, with an amazing large porch for that perfect party day. Call for your personal viewing today.

Horse enthusiasts take notice! Barn Recently renovated w New Electric, 3@12x12 stalls, new Loft & Heated Tack Rm added, or use as desired, Hobby Shop, Antiques, Storage. Wonderful Newly Fenced Pasture & Paddocks & Fencing around house for children or pets. Charming audible Paran Creek from the porch w/nearby adjoining access to serene 6acre Spring Fed Pond. Total of 17.47 acres for your complete enjoyment. This is a vintage 1800's farmhouse w/an old grist mill foundation still evident along the brook w/this historic property! Covered Porch & Patio is perfect for relaxing rocking, while being soothed by the soft sounds of the brook. Renovated in 2020 including Elec, Heating & Lighting updates. Outdoors there are berries, perennials, mature apple trees & volleyball court! Presently used as a second story apartment/two family, or can easily revert back to one larger single family, additionally can be as In-Law family living w/second kitchen. Home presently occupied by Owner & Tenant, photos prior to owner occupancy. Currently home business. 15 mins to nearby Bennington or 25 mins to Manchester for shopping & restaurants, Rt 7 north/south State access. Lake Shaftsbury State Park nearby. Seller can be Ready! Tractor negotiable.

Welcome to 2 Cold Spring Road a cherished homestead steeped in history, beauty, and Vermont tradition. This 1785 Center Hall Colonial has been in the same family for generations and is now ready for its next chapter. With five spacious bedrooms, two full baths, and a classic layout that captures the warmth of country living, this property offers timeless charm with endless potential. Set on 50 breathtaking acres, the land features rolling pastures, wooded trails perfect for horseback riding, biking, or running, and your very own spring fed pond. Whether you're enjoying a summer day by the water or a snowy winter evening under a starlit sky free from light pollution, this property offers the true essence of all four Vermont seasons. A three-bay garage, three-stall horse barn, tool shed/workshop, chicken coops, and a natural root cellar provide everything you need for a self sustained, rural lifestyle. This is more than a home its a rare opportunity to own a piece of Vermont's history. Property likes this don't come along often, and it must be seen to be fully appreciated. Come experience the beauty, serenity, and potential of 2 Cold Spring Road. Welcome to the 802!

Tucked away on a private road, this stunning brick colonial offers over 30 acres of peaceful Vermont countryside-yet is less than 2 miles from the Village of North Bennington and Bennington College. A classic barn and separate studio provide endless possibilities for hobbies, storage, or creative space. The main level features a spacious living room with a fireplace, warm pine floors, and plenty of room for a dining area. The kitchen is a cook’s dream with cherry cabinets, a gas range, and a large island, plus a slider that opens to a pergola for outdoor dining and relaxation. A private office and half bath complete the first floor. Upstairs, beautiful pine floors continue throughout. The primary suite offers comfort and style, joined by two additional bedrooms and a full bath. From nearly every window, take in sweeping views of the surrounding landscape. A truly special property combining timeless charm with acreage, views, and versatile outbuildings-while still being just minutes from village conveniences and cultural amenities.

A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room. Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef’s kitchen includes custom inset cabinetry, marble countertops, a Sub-Zero refrigerator, Viking range, and a walk-in pantry with walnut counter and beadboard ceiling. The primary suite offers a cathedral ceiling and tranquil views, with a spa-like bath featuring marble floors and a clawfoot soaking tub. Two additional bedrooms, a full bath, and laundry complete the second floor. Recent 2025 updates include a standing-seam metal roof and mini-split systems throughout. Property is offered fully furnished with nearly new pieces from Pottery Barn and West Elm. A 2025 Polaris Expedition is included. A rare opportunity for those seeking privacy, beauty, and understated Vermont luxury. All measurements approximate.

Gorgeous renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above—ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef’s kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch—where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round. Set on 17+ picturesque acres framed by classic stone walls, the property offers lovely views, open meadow, and wooded privacy with ample outdoor space to explore and enjoy. A three-car detached garage provides excellent space for vehicles, storage, or hobby use, while a workshop and spacious woodshed add exceptional functionality. Equestrian enthusiasts will appreciate the charming pony barn and paddock, completing this truly special setting. A rare opportunity to own a beautifully expanded home with multiple living options, sustainable features, and breathtaking views in a serene and private landscape.

Experience the quintessential Vermont lifestyle in this masterfully renovated (2021) contemporary farmhouse, offering 6,100 sq. ft. of finished living space. Tucked at the end of a breathtaking maple-lined driveway, this 17± acre property offers panoramic mountain views and a private sanctuary for hiking, cross-country skiing, snowshoeing, and snowmobiling right from your door. The heart of the home features beautiful cherry flooring and a chef’s kitchen with premium appliances and quartz countertops, flowing seamlessly into a spacious dining area with an intimate sitting room anchored by a soapstone stove. Beyond, a window-lined living room with vaulted wood-beamed ceilings and custom built-ins serves as a perfect hub for media, games, or relaxation. The top floor is designed for both luxury and versatility, featuring a primary suite retreat with a private fireplace and a modern en suite bath showcasing those incredible mountain views. A window-lined hallway with recessed laundry leads to a flexible secondary living wing with two additional vaulted ceiling bedrooms and two full bathrooms—perfectly suited for guests or an au pair suite with its own separate entries. The expansive lower level is built for indoor-outdoor living, featuring a massive stone fireplace, family room, exercise area, game room, and two private bedrooms. Large glass doors provide a seamless walk-out to the patio, where you’ll find a heated inground swimming pool and a custom fire pit. Automotive and outdoor enthusiasts will appreciate the three separate garages accommodating several cars plus a spacious workshop, including one bay designed specifically for a boat or oversized vehicle. A solar array on the garage roof works with backup batteries to keep electric costs below $400 annually. Located with easy access to Stratton and Mount Snow, and a straightforward drive from New York or Boston, this estate is the ultimate four-season destination.

Welcome to Hidden Ponds Farm - a breathtaking retreat set on 40 sprawling acres where history and refined country living meet in perfect harmony. This extraordinary early 1800s post-and-beam converted barn has been thoughtfully reimagined, preserving its authentic character while seamlessly integrating modern comforts. A magnificent 1,000-foot hand-placed stone wall winds gracefully across the landscape, framing two picturesque ponds and twin orchards that offer seasonal beauty and fresh harvests. The outdoor amenities elevate this property into a private resort: an inviting in-ground pool, hot tub, propane fire pit, and an impressive 90-foot deck with retractable awning, ideal for effortless entertaining and long summer evenings under the Vermont sky. For collectors, hobbyists, or outdoor enthusiasts, the property offers exceptional versatility. A detached four-bay garage with second-story loft provides abundant storage, while an additional outbuilding easily accommodates a large Class A motor home or boat. Separate pump houses serve both the pond and pool, ensuring functionality meets convenience. A dramatic post-and-beam great room addition, completed in 1997, creates a striking focal point within the home. Anchored by a soaring floor-to-ceiling stone fireplace, this grand yet welcoming space captures the essence of rustic elegance. Above, a charming loft offers the perfect reading nook, studio, or private office retreat. The renovated kitchen blends contemporary appliances and thoughtful design with the warmth and character of the original barn structure. Three spacious bedrooms and three beautifully updated bathrooms, including one featuring a luxurious steam shower, provide comfort and privacy for family and guests. Hidden Ponds Farm is a rare and remarkable offering, a timeless estate where history, natural beauty, and modern living come together in one unforgettable property.